8-<(6-phtalimidohexyl)amino>-6-methoxylepidine | 64993-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-<(6-phtalimidohexyl)amino>-6-methoxylepidine
• 英文别名: 6-Methoxy-4-methyl-8-(6-phthalimidohexylamino)quinoline；6-Methoxy-8-[6-phthalimidohexylamino]lepidine；2-[6-[(6-methoxy-4-methylquinolin-8-yl)amino]hexyl]isoindole-1,3-dione
• CAS: 64993-26-6
• 化学式: C₂₅H₂₇N₃O₃
• 分子量: 417.508
• InChiKey: JSTSPPBCEOGGCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-<(6-phtalimidohexyl)amino>-6-methoxylepidine 在 肼 作用下， 以78%的产率得到8-<(6-aminohexyl)amino>-6-methoxylepidine
  参考文献：
  名称：

  Analogs of 8-[[6-(diethylamino)hexyl]amino]-6-methoxy-4-methylquinoline as candidate antileishmanial agents

  摘要：

  8-[[6-(Diethylamino)hexyl]amino]-6-methoxy-4-methylquinoline (I) has been shown to be highly effective against Leishmania donovani in hamsters, being approximately 475 times as active as the standard meglumine antimoniate. Several nuclear and side-chain analogues of I have been prepared in an attempt to further enhance the antileishmanial activity of this class of compounds. The compounds were tested against L. donovani in the golden hamster. Although several analogues had meglumine antimoniate indexes in excess of 300, none was superior to the model compound.

  DOI：

  10.1021/jm00183a004
• 作为产物：
  描述：

  6-甲氧基-4-甲基-喹啉-8-胺 、 N-(6-溴己基)邻苯二甲酰亚胺 在 三乙胺 作用下， 以 dischloromethane 、 二氯甲烷 为溶剂， 生成 8-<(6-phtalimidohexyl)amino>-6-methoxylepidine
  参考文献：
  名称：

  Process for production of 8-NHR quinolines

  摘要：

  一种改进的方法用于从8-氨基喹啉制备8-NHR喹啉。该方法包括在存在沸点为80度至90度的胺的情况下，将8-氨基喹啉与取代烷基卤化物反应。胺起到酸受体的作用，从而形成的胺盐可以在无需昂贵或耗时的纯化步骤的情况下有效地与形成的8-NHR喹啉分离。反应可以在存在溶剂（如醇类）的情况下进行。

  公开号：

  US04167638A1

文献信息

• Process for production of 8-NHR quinolines
  申请人：The United States of America as represented by the Secretary of the Army

  公开号：US04167638A1

  公开（公告）日：1979-09-11

  An improved process for producing 8-NHR quinolines from 8-aminoquinolines disclosed. The process comprises reacting 8-aminoquinolines with a substituted alkyl halide in the presence of an amine having a boiling point of 80.degree.-90.degree. C. The amine functions as an acid acceptor whereby the amine salt formed may be efficiently separated from the 8-NHR quinoline formed without expensive or time consuming purification steps. The reaction may be carried out in the presence of a solvent such as an alcohol.

  一种改进的方法用于从8-氨基喹啉制备8-NHR喹啉。该方法包括在存在沸点为80度至90度的胺的情况下，将8-氨基喹啉与取代烷基卤化物反应。胺起到酸受体的作用，从而形成的胺盐可以在无需昂贵或耗时的纯化步骤的情况下有效地与形成的8-NHR喹啉分离。反应可以在存在溶剂（如醇类）的情况下进行。
• DAGLI D.; KHAN M. S.; BLUMBERGS P., J. MED. CHEM., 1980, 23, NO 9, 981-985
  作者：DAGLI D.、 KHAN M. S.、 BLUMBERGS P.

  DOI：——

  日期：——
• US4167638A
  申请人：——

  公开号：US4167638A

  公开（公告）日：1979-09-11
• Analogs of 8-[[6-(diethylamino)hexyl]amino]-6-methoxy-4-methylquinoline as candidate antileishmanial agents
  作者：Maurice P. LaMontagne、Dinesh Dagli、M. Sami Khan、Peter Blumbergs

  DOI：10.1021/jm00183a004

  日期：1980.9

  8-[[6-(Diethylamino)hexyl]amino]-6-methoxy-4-methylquinoline (I) has been shown to be highly effective against Leishmania donovani in hamsters, being approximately 475 times as active as the standard meglumine antimoniate. Several nuclear and side-chain analogues of I have been prepared in an attempt to further enhance the antileishmanial activity of this class of compounds. The compounds were tested against L. donovani in the golden hamster. Although several analogues had meglumine antimoniate indexes in excess of 300, none was superior to the model compound.